| 1 | Sat 20 Sep | 44-3 v Hashtag UnitedCray Wanderers 4-3 Hashtag United | Isthmian League - Premier Division |
| 2 | Sat 27 Sep | 4 1-1 v RamsgateRamsgate 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 3 | Tue 30 Sep | 44-2 v Dulwich HamletCray Wanderers 4-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 4 | Sat 11 Oct | 41-1 v Dulwich HamletDulwich Hamlet 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Sat 18 Oct | 43-3 v Chatham TownChatham Town 3-3 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Tue 21 Oct | 4 1-1 v St Albans CityCray Wanderers 1-1 St Albans City | Isthmian League - Premier Division |
| 7 | Sat 25 Oct | 40-2 v DartfordCray Wanderers 0-2 Dartford | Isthmian League - Premier Division |
| 8 | Sat 1 Nov | 41-1 v CheshuntCheshunt 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Sat 8 Nov | 4 0-0 v Chichester CityCray Wanderers 0-0 Chichester City | Isthmian League - Premier Division |
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